Anal Training Phone Sex With Diamond

anal training phone sex
Hello to all you lovely anal training phone sex lovers out there! It’s me, Mz Diamond, here to take control of you and train that ass of yours. What do you think about that? I bet you’re definitely UP for it, aren’t you?

I know y’all are probably thinking that because Christmas is over, so is the holiday fun. But I’m telling you right now that you can’t be more wrong about that! I’ve got a nice, thick peppermint stick right here that says differently. 😉

Your Favorite Ebony Femdom Trains Your Ass

Sure, you don’t necessarily *need* a peppermint stick that was given to you as a gift to train your ass. But it’s definitely a lot more fun if you *do* have one!

See, your favorite ebony Femdom phone sex Goddess loves anal training phone sex any way she can get it. If I can pervert an object that’s usually considered innocent and innocuous? Even better! So bend over, baby, Mz Diamond is coming with this peppermint stick, lol.

Now, don’t get the wrong idea. If I don’t think you can handle it, I won’t shove this great big one right up your ass immediately. I do have fingers and also smaller candy canes that’ll work for anal training phone sex purposes, too. But I think the end result is definitely going to be you on all fours with your butt stuck up in the air while I fuck your tight little hole with this thick peppermint stick!

But like I said, we’ll start out easily and slowly. No sense in hurting you when I don’t have to, after all. I don’t like breaking my toys. I just like teasing and fucking them!

Anal Training Phone Sex With A Peppermint Stick

So now I need you to shed those clothes and assume the position. You can get on the edge of the bed or the couch or even on the floor if you prefer. I’ll get myself into position behind you as well, with all my holiday-themed surprises. I’ll lube your hole up with my fingers and then suck on the end of the little candy cane I’m going to start you with it to get it good and slippery. Then, I’ll tell you to take a deep breath, and in it goes!

The size of this small one won’t take your breath away or anything. But the feel of the peppermint against the sensitive anal tissue might! It’ll be a nice, cooling sensation.

Slowly, we’ll work our way up to larger canes, until we get to the point where you can take the big stick easily. If I work that one just right, your prostate will definitely thank me.

Reasons For Anal Training

So you may be wondering why I want to train your ass in such a festive way today. Well, I need something to do with this peppermint stick, for one, and for another, I’m in the mood for some strap on phone sex or some bi phone sex fun. It’d be crazy to attempt either of those things without a little anal training phone sex beforehand, don’t you think?

I don’t know about you, but I’m definitely looking forward to training that ass with this peppermint stick. I’m having to fight the urge to go ahead and peel the wrapper off of it to get it ready for you as we speak, lol.

So if you need some anal training phone sex with me, Mz Diamond, you know what to do! Just click the button below to give me a ring on Cougars.com. I can’t wait to get you all trained up this weekend!

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Encouraged Bi Phone Sex With Julia

encouraged bi phone sex
If you enjoy encouraged bi phone sex, then this sexy cougar phone sex Goddess may be the one you need in your life! No, I’m dead serious. I love to help guys with their bi fantasies, and I’d be more than happy to help you with yours as well.

Not Forced Bi

I wouldn’t call it forced bi phone sex exactly. Nope, I’ve never forced a guy to suck a cock. If you’re not into that, you’re not into that, and I’m not going to push it. But encouraged bi phone sex? Absolutely! I make the world’s best cheerleader for bisexual men, cheering them on and encouraging and supporting them in their cocksucking phone sex desires in any way I can. I love doing that for them!

And if you’re not exactly sure what to when you’re first faced with a cock, don’t worry. I’m happy to give as much advice or instruction as you need. I can even demonstrate, if necessary. I just want to see you fulfilling all your fantasies with a cock, be it a man’s cock or a t-girl’s. As long as you’re getting your mouth (or your ass, whichever–or both!) on it, I’ll do whatever it takes to help you out.

Cocksucking is an art, after all, and I’m quite the artiste, if you ask me. So I’ll happily share with you bi phone sex boys some of my favorite tips and tricks. You’ll be sucking cock like a pro in no time!

Cocksucking And Ass-Fucking

Of course, cocksucking is loads of fun, but so is having your hungry ass fucked by a big cock, too! I want to help you learn to suck, naturally, but I also want to help you enjoy getting fucked. That’s why I offer anal training phone sex to anyone who wants or needs it. I will use my fingers or some toys–depending on my mood–to get you prepared. Then, once I deem you ready, I’ll hand you over to the person with the cock. They’ll fuck you, and I’ll watch!

Sounds so good, doesn’t it? If you feel really adventurous during this encouraged bi phone sex fantasy, you can even go ass-to-mouth, if you like. Again, this is not a compulsion. You don’t have to do anything you don’t want to do. But if you feel so inclined, you’re more than welcome to do so!

Tell Me Your Own Encouraged Bi Phone Sex Fantasy

Now, I have been intentionally sort of vague about how my encouraged bi phone sex fantasies tend to go. Why, you ask? Because, honestly, it depends a lot on the person I have on the phone with me. Everybody has their own vision about how an encouraged bi phone sex fantasy should go. And I respect that. I will be happy to listen to your personal fantasy and then do my very best to make it happen for you.

I love these kinds of scenarios and helping guys indulge their bi sides. It’s one of the best things about being a phone sex girl, in my book. I get to hear all the naughty stuff you’d never dream about telling anyone else. And I get to help make it happen! I love making dreams come true, so if you have a particular encouraged bi phone sex fantasy you’d like to play out, why not give me, hot cougar Julia, a call today? I’d love to hear from you! We can do whatever you like when it comes to bisexual encouragement fantasies. All you have to do is just click the button below to give me a call. Talk to you soon!

Click here to Talk To Me

Anal Training Phone Sex With Kristen

anal training phone sex
Do you need some anal training phone sex in your life? I know one of my new friends needs some in his life! So of course, I’ve been helping him out. 🙂

I met this guy through the campus LGBTQIA+ group. I’m very active in it, and he’s a new member. We were seated next to each other at an event, and of course, I started up a conversation to learn more. He’s currently questioning his sexuality, which, in my book, is perfectly fine. Even if he ends up realizing he’s straight, he’ll have done a lot more introspection about it than most straight people, and I think that’s wonderful.

It Started With Curiosity About Pegging

Anyway, we’ve been texting off and on since that event. We’ve been talking about sex and sexuality and kink and so forth. He knows that I do this as my side gig, and he recently started asking me some questions about my frequent pegging phone sex calls. I was pretty sure I knew where the curiosity was coming from, but I was more than happy to answer his questions to the best of my ability.

To make a long story a lot shorter, he finally confessed to me that he’s dying to try pegging, but that he’s worried about it being painful. I told him that if it’s done properly, it’s not painful at all and is, in fact, very pleasurable. He asked how I do it over the phone, and I told him all about anal training phone sex.

After I explained it, he asked me if I’d be willing to train his ass. I was a little surprised that he straight-up asked me, but I admire someone who isn’t afraid to be forthright, so I told him sure.

Beginning His Strap On Training

I told him that before most of my strap on phone sex sessions, I make sure my volunteers have plenty of good lube, maybe some gloves if they want them, and whatever toys they might want to play with. He replied that he didn’t have any toys yet, but that he wanted to order some. So I came over later that night and helped him choose a good, but inexpensive anal trainer butt plug set.

In the meantime, though, I was helping with his anal training through text message. So it wasn’t quite anal training phone sex, but it was close enough, lol! I had him put his gloves on and work on opening his hole slowly and gently with his own fingers while also stroking his cock with his other hand. He LOVES doing this for me!

And I love when he does it, too, honestly. It’s like I always tell my anal training phone sex callers–it sounds like it’ll be dull, but anal training is actually a very important form of foreplay in my book.

Do You Have Anal Training Phone Sex Fantasies?

We’re still waiting for the butt plugs to get here. When they arrive, I’m going to do away with the texting altogether and go over to his house to help and supervise in person!

So that’s my story about helping a guy with his anal training phone sex fantasies. Now, I’d like to hear about your fantasies. Would you like a hot coed phone sex girl to help you train your ass to accept her strap on? If so, you are absolutely in the right place!

All you have to do to make it happen is to click the button below to give me, Kristen, a call. Follow the instructions that pop up, and you’ll be connected with me for your anal training phone sex fantasy in no time! Talk to you soon!

Click here to Talk To Me

Tranny Phone Sex With Genesis

tranny phone sex
Hello to all you tranny phone sex-loving perverts! I hope you’re all doing great today! I’m really looking forward to getting as down and as dirty as possible with y’all.

As you can probably see, I am a shemale phone sex Goddess. As much as I enjoy shemale surprise roleplays, I never hide this fact in real life. I don’t want to fool anyone. I am what I am, and I’m proud of it! So I’m happy to tell you that I’m a hot tranny phone sex girl at any time.

About Those Shemale Surprise Roleplays…

However, a shemale surprise is a great roleplay phone sex fantasy. It’s so much fun to pretend to be a cis woman, and then at the very last second, reveal to you to you that I’m actually a trans woman! Sometimes, guys freak out, but most of the time, they actually seem to be mesmerized by my nine-inch dick! And, hey, who can blame them? That’s a fucking nice cock, if you ask me!

Imagine you taking me home with you after a nice night of conversation and drinks at the bar. Imagine my big, hard cock popping out of my sexy panties when you undress me. Your first thought will probably be “Does not compute!” After that, it’s anyone’s guess. You may be shocked, dismayed, turned on, or just wondering how on earth I fit this big old thing into my panties and skirt with no bulge whatsoever. But no matter what your reaction is, I know what you’ll be doing before long.

Cocksucking With A Hot T-Girl

It’s the same thing that’ll happen even if we don’t do a “surprise”-type roleplay. You’ll be on your knees showing me your cocksucking phone sex skills in no time! And if you’ve never done it before, don’t worry. I’ve done it plenty of times and can give you pointers if you need them. But mostly, what I tell guys is to think about what they like when they’re getting a blowjob, and just try to do that.

I’ll let you take your time and go at your own pace. I’m not going to start frantically face-fucking you before you even have time to get a good idea of what’s going on. Now, if you want to be face-fucked from the get-go, tell me, and I’ll be happy to do it. It’s just not something I’m going to force on you.

Anal Training With Your Tranny Phone Sex Girl

Of course, the question arises during tranny phone sex about who’s going to fuck who, or if anyone will even be fucking anyone. Let me say, first and foremost, that I don’t require fucking, either giving or receiving. Hand and mouth stuff is enough for me. But if you want to fuck me, I’ll let you. And if you want me to fuck you, I’ll do that, too!

It’s fun to take control and give someone the anal training phone sex they need to handle me and my big nine-inch dick. Don’t worry, this tranny phone sex girl will be very gentle with you. I want you to come back for more, after all.

So if you need some hot t-girl phone sex in your life, then you’ve come to the right place! I love talking to guys who’ve never played with a tranny phone sex girl before, and I also love talking to guys who have. Everyone, every call, is new, fresh, and exciting, and I absolutely love it!

So what are you waiting for, sweetheart? Give me, your tranny phone sex girl Genesis, a call today by clicking the button below. Talk to you soon!

Click here to Talk To Me

Strap On Phone Sex With Kylie

strap on phone sex
Hiya, strap on phone sex lovers! It’s me, your sexy sorority Princess Kylie, and I’m here today to talk to you about, well…strap on sex, lol.

I’ve been a fan of strap on phone sex since I started doing phone sex. See, I got a fairly young start when it comes to this sort of thing. When I was 18, I dated a guy who was a good bit older than me (not like a lot-lot, but some–he was 26). Anyway, he had wayyyy more experience than I did and was interested in being fucked in the ass. I told him if he could get me a strap on harness, I’d try it, and the rest is history.

The Most Important Part Of Pegging

I know most of y’all probably don’t want to hear this, but the most important part of pegging phone sex is the preparation beforehand. I know, lots of people don’t think it’s sexy. And even I admit that if you don’t do it properly, it can be weirdly…clinical. But don’t worry! I know how to do it properly and make it super-sexy. It’s basically just foreplay if you know what you’re doing.

I like to mix my anal training phone sex with a handjob to create a really erotic experience. And, usually, anal training (for me) just involves fingers. If you really want to use toys for that, though, we totally can. I just find that fingers work just as well and don’t require lots of cleaning beforehand. You just slip on a pair of nitrile gloves and lube ’em up, and you’re good to go!

So basically, I use my hands to get you ready for strap on phone sex. I stroke your cock with one hand and finger your ass with the other. If I really like you, I might even give you a brief blowjob while massage your prostate with my fingers. 😉

Cocksucking Is Important, Too

But before we get too ahead of ourselves here, we should also remember that sucking my strap on is pretty important as well. Cocksucking phone sex is an integral part of strap on phone sex. You can’t just, you know, leave it out. It’s hot. It’s sexy. It deserves to be included!

So I like to have guys suck my strap on before I start preparing their asses. Having their mouths violated usually gets their cocks nice and hard for me before the anal training starts. So then, I don’t really have to work too hard to get them excited for what’s to come, if you know what I mean.

Strap On Phone Sex At Its Finest

But after the cocksucking and the anal training comes the best part–the part where I lube it up and slowly slide it inside your ass. You can be on all fours or on your back, whichever you prefer. I’m not picky about positions. As long as I get to watch it disappear inside you, we’re good.

I love strap on phone sex, and I love fucking you like the dirty little slut you no doubt are. I might even smack your ass and call you names, if I feel so inclined. Do you think you can handle that?

I bet you can! In fact, I bet you crave that sort of thing, don’t you? If so, then you should totally give me, Princess Kylie, a call for some hot strap on phone sex. This coed phone sex girl cannot wait to open you up on her strap. So why not click the button below to give me a call on TalkToMe? I can’t wait to hear from you!

Click here to Talk To Me